EPA

Bezeichnung:EPA

CAS-Nr10417-94-4

Englisch Name:EPA

CBNumberCB9426441

SummenformelC20H30O2

Molgewicht302.45

MOL-Datei10417-94-4.mol

EPA physikalisch-chemischer Eigenschaften

Schmelzpunkt	−54-−53 °C(lit.)
Siedepunkt	439℃
Dichte	0.943 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.4977(lit.)
Flammpunkt	93 °C
storage temp.	-20°C
Löslichkeit	Soluble in methanol
pka	4.75±0.10(Predicted)
Aggregatzustand	liquid
Farbe	Colorless to pale yellow
Sensitive	Air & Light Sensitive
Merck	14,3531
BRN	1714433
Stabilität	Stable for 1 year as supplied (unopened). After opening, EPA must be stored under inert gas at -80°C. Solutions in DMSO or ethanol should also be stored under inert gas and may be kept at -80°C for up to 2 months.
InChIKey	RRGOKSYVAZDNKR-ARJAWSKDSA-N
LogP	6.232 (est)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	34
S-Sätze:	26-36/37/39-45
RIDADR	UN 3265 8/PG 3
WGK Germany	3
F	8-10-23
HazardClass	8
HS Code	29161900

Gefahreninformationscode (GHS)

EPA Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
EPA is an ω-3 fatty acid abundantly available in marine organisms. It is oxygenated by COX-1 and COX-2 at rates of about 5% and 30%, respectively, compared to arachidonic acid. EPA has been shown to offer protection against coronary heart disease, thrombosis, ischemic brain injury, scaly dermatitis, and some inflammatory diseases.
Chemische Eigenschaften
Colorless Oil
Verwenden
cis-5,8,11,14,17-Eicosapentaenoic acid has been used an analytical standard for the synthesis followed by investigation of pharmacological properties of aconitine-derived lipo-alkaloids.
Verwenden
Important polyunsaturated fatty acid of the marine food chain that serves as a precursor for the prostaglandin-3 and thromboxane-3 families. It differs from arachidonic acid (the eicosatetraenoic acid that is a precursor for the prostaglandin and thromboxane-2 families) by the extra double bond between the third and fourth carbons from the “methyl end” of the molecule. Antilipemic.
Verwenden
cis-5,8,11,14,17-Eicosapentaenoic acid has been used:
- to test pharmacologic effect on steatosis in hepatocytes
- as an analytical standard in Raman spectra measurements to characterize human breast cancer samples
- in lipid peroxidation assay in mouse embryonic fibroblasts and in pre-treatment of cells for cell viability studies
Definition
ChEBI: An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.
Trademarks
Decabid (Lilly).
Allgemeine Beschreibung
Eicosapentaenoic acid (cis-5,8,11,14,17), also known as EPA, is a long-chain omega-3 fatty acid. Studies suggests that EPA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders. This certified solution standard is suitable for use as starting material in the preparation of linearity standards, calibrators, or controls in mass spectrometry-based EPA testing applications such as assessment of cardiovascular?disease risk and fatty acid deficiency, and detection and quantification of EPA in nutraceuticals and dietary supplements.
Biochem/physiol Actions
5-Lipoxygenase inhibitor; reduces thromboxane A2 production.
Einzelnachweise
1) Lee et al. (1985), Effect of dietary enrichment with eicosapentaenoic and docosahexaenoic acids on in vitro neutrophil and monocyte leukotriene generation and neutrophil function; N. Engl. J. Med., 312 1217 2) Nicholson et al. (2013), The role of marine n-3 fatty acids in improving cardiovascular health: a review; Food Funct., 4 357

EPA Upstream-Materialien And Downstream Produkte

EPA Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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